Ruphos-mediated Suzuki cross-coupling of secondary alkyl trifluoroborates

Adri van den Hoogenband; Jos H.M. Lange; Jan Willem Terpstra; Melle Koch; Gerben M. Visser; Martin Visser; Ties J. Korstanje; Johann T.B.H. Jastrzebski

doi:10.1016/j.tetlet.2008.04.129

Ruphos-mediated Suzuki cross-coupling of secondary alkyl trifluoroborates

Adri van den Hoogenband
, Jos H.M. Lange
, Jan Willem Terpstra
, Melle Koch
, Gerben M. Visser
, Martin Visser
, Ties J. Korstanje
, Johann T.B.H. Jastrzebski

Sub Organic Chemistry and Catalysis

Solvay Pharmaceuticals
Laboratory of Organic Chemistry
extern

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

A Ruphos-mediated Suzuki cross-coupling between (hetero)aryl bromides and secondary alkyltrifluoroborates is described using palladium catalysis. The Ruphos ligand showed superior properties as compared to S-Phos in this type of reaction. This method constitutes a valuable extension to current methods for the straightforward production of secondary-alkylated (hetero)aryl derivatives. © 2008 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	4122-4124
Number of pages	3
Journal	Tetrahedron Letters
Volume	49
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2008.04.129
Publication status	Published - 23 Jun 2008

Keywords

boric acid
bromine derivative
palladium
article
catalysis
chemical reaction
comparative study
cross coupling reaction
Suzuki reaction

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10.1016/j.tetlet.2008.04.129

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title = "Ruphos-mediated Suzuki cross-coupling of secondary alkyl trifluoroborates",

abstract = "A Ruphos-mediated Suzuki cross-coupling between (hetero)aryl bromides and secondary alkyltrifluoroborates is described using palladium catalysis. The Ruphos ligand showed superior properties as compared to S-Phos in this type of reaction. This method constitutes a valuable extension to current methods for the straightforward production of secondary-alkylated (hetero)aryl derivatives. {\textcopyright} 2008 Elsevier Ltd. All rights reserved.",

keywords = "boric acid, bromine derivative, palladium, article, catalysis, chemical reaction, comparative study, cross coupling reaction, Suzuki reaction",

author = "\{van den Hoogenband\}, Adri and Lange, \{Jos H.M.\} and Terpstra, \{Jan Willem\} and Melle Koch and Visser, \{Gerben M.\} and Martin Visser and Korstanje, \{Ties J.\} and Jastrzebski, \{Johann T.B.H.\}",

year = "2008",

month = jun,

day = "23",

doi = "10.1016/j.tetlet.2008.04.129",

language = "English",

volume = "49",

pages = "4122--4124",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Ruphos-mediated Suzuki cross-coupling of secondary alkyl trifluoroborates

AU - van den Hoogenband, Adri

AU - Lange, Jos H.M.

AU - Terpstra, Jan Willem

AU - Koch, Melle

AU - Visser, Gerben M.

AU - Visser, Martin

AU - Korstanje, Ties J.

AU - Jastrzebski, Johann T.B.H.

PY - 2008/6/23

Y1 - 2008/6/23

N2 - A Ruphos-mediated Suzuki cross-coupling between (hetero)aryl bromides and secondary alkyltrifluoroborates is described using palladium catalysis. The Ruphos ligand showed superior properties as compared to S-Phos in this type of reaction. This method constitutes a valuable extension to current methods for the straightforward production of secondary-alkylated (hetero)aryl derivatives. © 2008 Elsevier Ltd. All rights reserved.

AB - A Ruphos-mediated Suzuki cross-coupling between (hetero)aryl bromides and secondary alkyltrifluoroborates is described using palladium catalysis. The Ruphos ligand showed superior properties as compared to S-Phos in this type of reaction. This method constitutes a valuable extension to current methods for the straightforward production of secondary-alkylated (hetero)aryl derivatives. © 2008 Elsevier Ltd. All rights reserved.

KW - boric acid

KW - bromine derivative

KW - palladium

KW - article

KW - catalysis

KW - chemical reaction

KW - comparative study

KW - cross coupling reaction

KW - Suzuki reaction

U2 - 10.1016/j.tetlet.2008.04.129

DO - 10.1016/j.tetlet.2008.04.129

M3 - Article

SN - 0040-4039

VL - 49

SP - 4122

EP - 4124

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

Ruphos-mediated Suzuki cross-coupling of secondary alkyl trifluoroborates

Abstract

Keywords

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